Benzoyl Peroxide → HCID 23298099, compound

HRID 1953409Notes

Reaction equation

HRID 1953409 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]1[CH:14]=[C:15]([NH:19][C:20]3[C:25]([N+:26]([O-:28])=[O:27])=[CH:24][CH:23]=[CH:22][N:21]=3)[CH:16]=[CH:17][CH:18]=1)[CH:7]=[CH:6]2.[Br:29]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)Cl>[Br:29][C:4]1[C:3]([O:2][CH3:1])=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8]([C:13]1[CH:14]=[C:15]([NH:19][C:20]3[C:25]([N+:26]([O-:28])=[O:27])=[CH:24][CH:23]=[CH:22][N:21]=3)[CH:16]=[CH:17][CH:18]=1)=[CH:9]2

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 22724392HCID 22724392, compound

Product 1

HCID 23298099HCID 23298099, compoundYield 52.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The mixture of 2-[3-(6-methoxy-2-naphthyl)phenylamino]-3-nitropyridine (5.2 g), N-bromosuccinimide (3.24 g) and benzoylperoxide (678 mg) in chloroform (30 ml) was refluxed for 3 hours. The mixture was concentrated in vacuo and was purified by column chromatography (silica gel) to obtain 2-[3-(5-bromo-6-methoxy-2-naphthyl)phenylamino]-3-nitropyridine (3.3 g).

Workup

  1. temperaturewas refluxed for 3 hours
  2. concentrationThe mixture was concentrated in vacuo
  3. customwas purified by column chromatography (silica gel)

Sources & evidence

ORD record
ord-a8cac44080814d52b4cde05ac33ca3d3
Source dataset
uspto-grants-2000_09
Patent number
US06117875

Reaction notes

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